Cottage vacation rentals in Portland

4.86 out of 5 average rating, 701 reviews

The "Old Barn" in the woods. Peace, Romance, Ahhh

"Best Airbnb I've ever been to." Recent Guest "The location is unbelievable, like a mountain retreat in town!" Recent Guest The "Old Barn" is a gem just minutes from downtown. You will feel as if you are in a forest yet, minutes away, is the best of Portland. It's all at your fingertips. Yet, you might not want to leave the "Old Barn."

Cottage in Northwest Portland

4.91 out of 5 average rating, 140 reviews

Far Out Cottage, away from city riffraff

Far Out Cottage is nestled in the woods in the NW Skyline area. It’s far out like groovy and also away from the city but yet still conveniently located. This unique experience is a step back into decades past but with the convenience of fast internet, roku and a modern flatscreen TV. The highlight of all this new technology is a throw back to the 70’s with an Atari equipped with all the classics. Your stay also includes a 50’s style fully equipped kitchen, 40’s style bathroom and laundry room.

A charming shed with double doors is highlighted in crimson and olive-green hues, situated amidst lush greenery. A bicycle is positioned in front, ready for exploration, accompanied by vibrant plants lining the path.

4.77 out of 5 average rating, 102 reviews

Bike'N'Roll Cottage: Adventure & Relaxation

Bike 'N' Roll Cottage: Bicycle Tourism, Healing Garden See Portland by bike-Biking Score 95! GUESTS RAVE: "I can bike everywhere!" ■ Beautiful 560 sf w/the details of a 100+ year-old Craftsman ■ Bright - lots of windows - high ceilings ■ Relax & rejuvenate in a tranquil, healing garden ■ Near bus & max train - so you can bicycle even farther! ■ 100s of shops, restaurants & everything you want to see within biking distance! ■ Ranked 2nd in the CNBC's most bicycle-friendly cities in the US!

Cottage in Southwest Portland

A bright kitchen space is featured, showcasing white cabinetry and clean countertops. Glassware is neatly arranged on shelves above the sink, while a coffee maker and a white dispenser are positioned nearby. Natural light floods in through a window, enhancing the welcoming ambiance.

4.92 out of 5 average rating, 116 reviews

The Victorian Cottage with River & Mountain Views

Welcome to The Victorian Cottage, a victorian influenced architecture, in a serene retreat in the picturesque West Hills of Portland. Prepare to be captivated by breathtaking vistas that encompass the majestic Mt. Hood, Mt. St. Helens, the meandering Willamette River, and the tapestry of Downtown Portland. The Blue Cottage is located on a small hill. For those who rise with the sun, witnessing its ascent over Mt. Hood from the balcony is an unforgettable spectacle that simply must not be miss.

Cottage in North Portland

The entrance reveals a cozy outdoor area with a stone pathway leading to a private garden, surrounded by wooden fencing. Natural light flows through a transparent roof, creating a bright and welcoming atmosphere. A hanging planter adds a touch of greenery to the inviting space.

5 out of 5 average rating, 299 reviews

5* Cottage Gem | Quiet Hood | Caring Host | Min>DT

Cute, cozy cottage in a safe, quiet neighborhood. Outside, walk to nearby cafes, bars, & restaurants, or head downtown to explore the city (10 min drive or light rail 3 blocks away!). Inside, unwind on the supremely comfortable queen bed (+ queen sleeper). Enjoy the projector system, luxurious rainfall shower, or cook meals in the well-stocked kitchen. Ideal for travelers who appreciate attention to detail and a seamless experience. Attentive host ensures a polished, no-surprise stay :)

The image captures a scenic entrance to the property, featuring an inviting driveway lined with tall fir trees. An electric gate is visible, providing secure access. Lush greenery surrounds the pathway, creating a sense of tranquility as it leads toward the cottage and other buildings.

4.99 out of 5 average rating, 539 reviews

Cozy Vintage Cottage in the Woods

The studio cottage is located in an east Portland neighborhood bordering the city of Gresham. It is close to public transport (near a MAX light rail station), the airport and outdoor activities (the Columbia Gorge; Mt Hood) and is a 20-30 min drive to downtown. It's cozy (eclectic vintage style), a wooded 1-acre setting within the city limits, and has secure premises (electric gate). Our place is good for couples, solo adventurers, and business travelers. Please no young children.

Cottage in Southwest Portland

A private backyard features a wooden deck with a patterned surface. Garden statues of two children sit on a small bench, surrounded by lush greenery and colorful shrubs. A black planter holds a spiky plant, adding to the inviting outdoor space.

4.92 out of 5 average rating, 364 reviews

Multnomah Hidden Pond - stunning upscale romantic!

Our B&B is an *experience* and not just a place to spend the night. Situated in the coveted neighborhood of Multnomah Village, this is a super romantic garden cottage style gem. Here, you will feel like royalty sleeping in the carved mahogany four-poster QUEEN SIZE bed, embraced by an amazing mattress, and surrounded by designer bed colors, prints and toss pillows. You will find a gorgeous, top-notch tiled bathroom, a modern beautiful kitchen and many delightful surprises..

A charming entryway is framed by lush greenery, featuring a light-colored door with a window and a small porch area. A welcome mat lies in front, and side windows allow natural light to brighten the space.

4.92 out of 5 average rating, 418 reviews

Secret Garden Guesthouse!!

Secret garden guesthouse is located 1 mile from downtown Lake Oswego and 2 miles from Lewis and Clark. Ideal hideaway for parents weekend, visiting the college, or guest lecturers. Also great location for exploring the amazing city of Portland and its surrounds. 50 minutes to Mt Hood, 40 minutes to wine country! Located in SW Portland and just a few miles from downtown Portland food scene. 1 mile from Lake Oswego. Friendly pets are welcome with a $40 pet fee.

4.93 out of 5 average rating, 286 reviews

A charming cottage is partially visible among blooming pink camellia flowers. The cottage, painted in soft green, features a single window, surrounded by lush greenery and the serene backdrop of tall fir trees.

Cottage in Lake Oswego

Peacock Grove Cottage in Lake Oswego, OR

Sunny, private one bedroom cottage in quiet, wooded neighborhood. Separate dwelling behind main house. Queen bed, sofa bed, TV, WiFi, A/C, full kitchen, washer & dryer, bathroom with shower and beautiful patio. One mile from I-5 and 8 miles to downtown Portland. Short drive to downtown Lake Oswego. Walking distance, just two blocks, to La Provence, Jefe, Zupans, Albertsons, Starbucks, Waluga Park. Perfect for families or the business traveler. Come stay!

5 out of 5 average rating, 214 reviews

A narrow hallway features light-colored walls and a patterned area rug in shades of blue and beige. A door with a frosted glass insert is visible at the end of the hall, while wooden cabinetry lines one side, and a stainless steel refrigerator is seen on the other.

Cottage in Buckman

Kerns Neighborhood Cottage with Sauna

Oak St. Cottage with outdoor cedar sauna is a newly renovated urban oasis centrally located in Southeast Portland just steps from Restaurant Row, Whole Foods, Tri-Met Bus and Laurelhurst Park. Set back from the main house, at the end of a quiet cul-de-sac, the modern cottage offers easy access to all Portland has to offer. When you are ready to relax, the private outdoor sauna and shower are waiting for you. We take great care to clean and sanitize the cottage.

Several chickens are seen in a green yard, with a brown rooster prominently in the foreground. Different colored hens, including a white one, are scattered in the background. A wooden planter and a fenced area are visible beyond the chickens.

4.97 out of 5 average rating, 173 reviews

Tibbetts Coop - A beautiful SE Portland urban farm

Tibbetts Coop is located on a double cul-de-sac, where you will feel like you are in the country when you are really in beautiful inner SE Portland. Bring your walking shoes so you can walk through the neighborhood to SE Division to find coffee shops, cart pods, tap houses, cafes, restaurants, and bars to suit everyone, or stay at the coop to relax under a tree or on the deck. Small dogs can be approved on a case-by-case basis (fees apply).

A charming outdoor patio features two green chairs positioned on a stone pathway, surrounded by a wooden fence that provides privacy. Natural light brightens the area, and a small decorative accent can be seen on the wall, enhancing the inviting atmosphere.